Synthesis, characterization, and biocompatible properties of alanine-grafted chitosan copolymers

In order to overcome major problems regarding the lack of affinity to solvents and limited reactivity of the free amines of chitosan, introduction of appropriate spacer arms having terminal amine function is considered of interest. L-Alanine-N-carboxyanhydride was grafted onto chitosan via anionic r...

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Bibliographic Details
Published in:Journal of biomaterials applications 2016-04, Vol.30 (9), p.1350-1361
Main Authors: Park, Gyu Han, Kang, Min-Sil, Knowles, Jonathan C, Gong, Myoung-Seon
Format: Article
Language:English
Subjects:
Alanine - analogs & derivatives
Alanine - chemical synthesis
Alanine - metabolism
Amines
Analyzers
Animals
Biocompatible Materials - chemical synthesis
Biocompatible Materials - chemistry
Biocompatible Materials - metabolism
Biomedical materials
Cell Line
Cell Proliferation
Chickens
Chitosan
Chitosan - analogs & derivatives
Chitosan - chemical synthesis
Chitosan - metabolism
Crosslinking
Magnetic Resonance Spectroscopy
Materials Testing
Mice
Muramidase - metabolism
Nuclear magnetic resonance
Polymerization
Spectroscopy, Fourier Transform Infrared
Surgical implants
X-Ray Diffraction
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Summary:In order to overcome major problems regarding the lack of affinity to solvents and limited reactivity of the free amines of chitosan, introduction of appropriate spacer arms having terminal amine function is considered of interest. L-Alanine-N-carboxyanhydride was grafted onto chitosan via anionic ring-opening polymerization. The chemical and structural characterizations of L-alanine-grafted chitosan (Ala-g-Cts) were confirmed through Fourier transform infrared spectroscopy and proton nuclear magnetic resonance spectroscopy (1H NMR). In addition, the viscoelastic properties of Ala-g-Cts were examined by means of a rotational viscometer, and thermal analysis was carried out with a thermogravimetric analyzer and differential scanning calorimetry. Morphological changes in the chitosan L-alanine moiety were determined by x-ray diffraction. To determine the feasibility of using these films as biomedical materials, we investigated the effects of their L-alanine content on physical and mechanical properties. The biodegradation results of crosslinked Ala-g-Cts films were evaluated in phosphate-buffered solution containing lysozyme at 37℃. Proliferation of MC3T3-E1 cells on crosslinked Ala-g-Cts films was also investigated with use of the CCK-8 assay.
ISSN:0885-3282
1530-8022
DOI:10.1177/0885328215626892